Cheap Flights from Chicago (ORD) to The Dalles (DLS)

Popular airlines from Chicago O'Hare Intl. Airport (ORD) to The Dalles, OR (DLS-The Dalles Municipal)

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Frequently asked questions

How much does a flight from O'Hare Intl. Airport (ORD) to The Dalles, OR (DLS-The Dalles Municipal) cost?
Snag a cheap one-way flight or cheap return flight from O'Hare Intl. Airport (ORD) to The Dalles, OR (DLS-The Dalles Municipal) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to find our cheapest flight offers on this route.
What is the cheapest month to fly from O'Hare Intl. Airport (ORD) to The Dalles, OR (DLS-The Dalles Municipal)?
The cheapest month to fly from ORD to DLS is , when there's less demand. Off-peak months are generally when you'll find lower airfares between these airports.
What is the cheapest airline that flies from O'Hare Intl. Airport (ORD) to The Dalles, OR (DLS-The Dalles Municipal)?
Use the filters on Expedia to compare different airlines and find the cheapest carrier that'll fly you from ORD to DLS. Then, sort your results by "Price (lowest to highest)" to pick up a good deal.
How many flights per day from O'Hare Intl. Airport (ORD) to The Dalles, OR (DLS-The Dalles Municipal)?
Nonstop flights from O'Hare Intl. Airport (ORD) to The Dalles, OR (DLS-The Dalles Municipal) aren't available daily, so you'll need to take a flight with a layover. Explore your options with Expedia's filter tool. Enter your travel dates and choose either "1 Stop" or "2+ Stops."
What day of the week has the most flights from ORD to DLS?
Usually you'll have the most choice when it comes to flights on a Friday. Tuesdays tend to be the quietest.* But this can change based on the airline, time of year and other factors.*Busiest/quietest day to travel is based on Expedia flight demand through January to December 2024.
What is the best time to fly from O'Hare Intl. Airport (ORD) to The Dalles, OR (DLS-The Dalles Municipal)?
Choose a flight from O'Hare Intl. Airport (ORD) to The Dalles, OR (DLS-The Dalles Municipal) that takes off before 3 PM to reduce the risk of cancellations and delays. Departures later than this have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
Is it cheaper to buy a plane ticket from O'Hare Intl. Airport (ORD) to The Dalles, OR (DLS-The Dalles Municipal) last-minute?
Last-minute fares from ORD to DLS are usually more expensive. For the cheapest rates, start searching for flights as soon as possible. That being said, if your travel plans are flexible, you may find a cheap fare right before your trip.
Is it cheaper to book an ORD to DLS flight and hotel package?
Compared with arranging hotels and flights separately, booking an ORD to DLS flight and hotel package with Expedia could lead to significant savings. What's more, having everything in one convenient place will take the stress out of planning your trip. Just pick your flights and choose from our wide range of hotels, then personalize your trip with other add-ons like tours, activities and car rentals.
Can I cancel or change the date of my flight from O'Hare Intl. Airport (ORD) to The Dalles, OR (DLS-The Dalles Municipal)?
In most instances, you can cancel or reschedule your ORD to DLS flight. However, there may be additional charges, especially if you made your booking over 24 hours ago. Check your itinerary for the airline's policies and fees on flight changes, or if you need more details, visit our Customer Service portal.

Travel information

Travel information

Origin airport
O'Hare Intl.
Destination airport
The Dalles Municipal
Distance
1665 mi

Book with confidence

Book with confidence

Chicago to The Dalles Flights

The cheapest times to fly from Chicago to The Dalles

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from Chicago to The Dalles are during the month of . You can find some of the cheapest flights from Chicago to The Dalles with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from Chicago to The Dalles

Sunday is one of the best days to book for cheap flights from Chicago to The Dalles: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from Chicago to The Dalles

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from Chicago to The Dalles in 2025. You can also book with separate airlines for your outbound and return journeys, from one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap Chicago to The Dalles flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your Chicago to The Dalles airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Chicago to The Dalles Flights

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*Available to One Key members.